| 新型4-羟基香豆素衍生物的微波合成及其光谱性质 |
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| 引用本文： | 董社英,李靖,黄廷林. 新型4-羟基香豆素衍生物的微波合成及其光谱性质[J]. 高等学校化学学报, 2009, 30(8): 1516-1521 |
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| 作者姓名： | 董社英 李靖 黄廷林 |
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| 作者单位： | 1. 西安建筑科技大学理学院, 2. 环境与市政工程学院, 西安 710055 |
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| 基金项目： | 陕西省自然科学基础研究基金 |
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| 摘 要： | 以4-羟基香豆素(a)为原料微波辐射合成了具有独特的生理活性和荧光性能的3,3′,3″,3′″-亚乙四基-4-羟基香豆素(b)、3,3′-苯亚甲基-双-4-羟基香豆素(c)和4-羟基香豆素-1,4-萘醌(d)系列4-羟基香豆素衍生物, 采用元素分析、红外光谱、核磁共振及质谱表征了产物的结构, 并对其紫外-可见吸收光谱及荧光光谱性质进行了研究, 探索了化合物的微观结构与其光学性能之间的关系. 研究结果表明, 具有“近平面”、大π共轭和对称型结构的化合物b具有较大的摩尔吸光系数及强荧光特性, 且浓度在0.50~1.50×10-4 mol/L范围时, 其荧光强度随着浓度的降低而呈线性增加; 在pH=1.81~6.09时, 荧光强度随pH降低而减弱, 在pH 8.36~11.98时, 荧光强度随pH升高而减弱. 此外, 牛血清白蛋白(BSA)及脱氧核糖核酸(DNA)可与该化合物发生相互作用, 进而敏化增强该分子的内源荧光.
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| 关 键 词： | 4-羟基香豆素衍生物 微波辐射 紫外-可见吸收光谱 荧光光谱, |
| 收稿时间： | 2008-07-17 |
Microwave-induced Synthesis and Spectral Properties of New 4-Hydroxycoumarin Derivatives |
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| DONG She-Ying,LI Jing,HUANG Ting-Lin. Microwave-induced Synthesis and Spectral Properties of New 4-Hydroxycoumarin Derivatives[J]. Chemical Research In Chinese Universities, 2009, 30(8): 1516-1521 |
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| Authors: | DONG She-Ying LI Jing HUANG Ting-Lin |
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| Affiliation: | 1. College of Sciences, ;2. School of Environment and Municipal Engineering, Xi′an University of Architecture and Technology, Xi′an 710055, China |
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| Abstract: | Three kinds of 4-hydroxycoumarin derivatives, 3,3′,3″,3″′-ethylenetetrakis-4-hydroxycoumarin(b), 3,3′-benzylidenedi-4-hydroxycoumarin(c) and 4-hydroxycoumarin-1,4-naphthaquinone(d) were synthesized from 4-hydroxycoumarin(a) under microwave irradiation and characterized by means of elemental analysis, IR, 1H NMR and MS. The compounds a—d were studied by ultraviolet-visible absorption spectra and fluorescence spectroscopy. It was confirmed that the big π-conjugated, symmetrical compound b had better fluorescence in solution and possessed high molar extinction coefficient. When the concentration of compound b was in the range of 0.50—1.50×10-4 mol/L, the fluorescence intensity linearly increased with decreasing concentration. In the range of pH=1.18—6.09, fluorescence intensity increased with increasing of pH, and in the range of pH=8.36—11.98 fluorescence intensity increased with decreasing of pH values. In addition, fluorescence enhancing was significantly observed in the presence of BSA and DNA. |
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| Keywords: | 4-Hydroxycoumarin derivative Microwave-induced synthesis Ultraviolet-visible absorption spectra Fluorescence spectrum |
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